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US 8,558,019 B2Granted
Thiolated paclitaxels for reaction with gold nanoparticles as drug delivery agents
AssigneesVirginia Tech Intellectual Properties, Inc., CytImmune Sciences, Inc.
InventorsDavid G. I. Kingston, Shugeng Cao, Jielu Zhao, Glullo F. Paciotti, Marja S. Hubta
Life of this patent
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Abstract
Thioloated taxane derivatives are linked to colloidal metal particles such as gold nanoparticles for use as antitumor agents. The antitumor agents may be targeted to tumors.
Claims5
A compound of formula 1
- wherein
- R1 is phenyl, tert-butoxy, or C1-6 alkyloxy;
- R2 is phenyl, 4-fluorophenyl, 4-methylphenyl, 2-furanyl, 2-thienyl, isopropyl, isobutenyl, cyclopropyl, 3-furanyl, 3-thienyl, or 2-propenyl;
- R3 is benzoyl, m-methoxybenzoyl, m -azidobenzoyl, or m -chlorobenzoyl;
- R4 is C(O)Rx where Rx is:
- H;
- C1-6 alkyl, optionally substituted with one to six halogen atoms, which may be the same or different;
- C3-6 cycloalkyl;
- or C2-6 alkenyl or hydroxyl;
- R5 is H;
- or methyl;
- or C(O)Rx, where Rx is:
- H, C1-6 alkyl, optionally substituted with one to six halogen atoms, which may be the same or different;
- C3-6 cycloalkyl;
- C2-6 alkenyl or hydroxyl;
- and
- M1 is sulfur bearing substituent linked to a colloidal metal particle, wherein the compound has a structure selected from the group consisting of structures 2-4, 6-11, 16-18, 27 and 33
- where n is an integer between 0 and 100, and X is said colloidal metal nanoparticle.
15 more elements
A compound of formula 1
- wherein
- R1 is phenyl, tert-butoxy, or C1-6 alkyloxy;
- R2 is phenyl, 4-fluorophenyl, 4-methylphenyl, 2-furanyl, 2-thienyl, isopropyl, isobutenyl, cyclopropyl, 3-furanyl, 3-thienyl, or 2-propenyl;
- R3 is benzoyl, m-methoxybenzoyl, m -azidobenzoyl, or m -chlorobenzoyl;
- R4 is C(O)Rx where Rx is:
- H;
- C1-6 alkyl, optionally substituted with one to six halogen atoms, which may be the same or different;
- C3-6 cycloalkyl;
- or C2-6 alkenyl or hydroxyl;
- R5 is H;
- or methyl;
- or C(O)Rx, where Rx is:
- H, C1-6 alkyl, optionally substituted with one to six halogen atoms, which may be the same or different;
- C3-6 cycloalkyl;
- C2-6 alkenyl or hydroxyl;
- and
- M1 is a thiopyridyl or lipoic acid sulphur-bearing substituent.
14 more elements
Dependencies are inferred from the claim text.